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Upstay Epic Windsor Home w Pool, Cinema & Games

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Bright & Spacious Living Room – A cozy open-concept lounge with plush seating, perfect for movie nights and family time.
Immersive Game Room Zone – A playful, high-energy hangout space designed for hours of entertainment with ping pong and air hockey.
Vibrant Game Lounge – Enjoy nonstop fun with arcade games, bar seating, and vibrant décor.
The Simpsons Themed Cinema with Vibrant seating and a Large Screen
Private Screened-in Swimming Pool with Hot Tub

Reviews

9.0 out of 10
Wonderful
10 bedrooms6 bathroomsSleeps 28

Popular amenities

  • Private pool
  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪4 min drive‬
  • Place, beach near Bahama Bay
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪39 min drive‬

Rooms & beds

10 bedrooms (sleeps 28)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Queen Bed and 2 Single Beds

Bedroom 7

2 Single Bunk Beds

Bedroom 8

1 Single Bunk Bed

Bedroom 9

1 Single Bunk Bed

Bedroom 10

2 Single Beds

6 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Upstay Epic Windsor Home w Pool, Cinema & Games

Summary:

Get ready for the ultimate Orlando getaway! This beautifully designed 10-bedroom themed villa is designed for big groups who love big fun. Splash in your private screened-in pool and hot tub, host game nights in the epic game room, enjoy cozy movie evenings in the cinema, and unwind in bright, open living spaces made for moments together. With magical themed bedrooms, space for 28 guests, and full access to Windsor at Westside’s Resort amenities, every day feels like an adventure!



The Space:

Step into your own private slice of resort-style paradise. This spacious villa blends luxury, comfort, and non-stop entertainment — approximately 15 miles from Universal Studios — giving your group the perfect home base for an unforgettable Orlando stay. Whether you’re relaxing by the pool and hot tub, exploring the themed bedrooms, or enjoying the game-packed indoor spaces, this home is built for connection, comfort, and pure holiday happiness.



Soak up the sunshine on your private outdoor retreat:

• Private screened-in swimming pool and hot tub

• Comfortable loungers for tanning & relaxing

• Outdoor seating area perfect for morning coffee or evening downtime



Fun, Games & Movie Time:

• Vibrant in-home cinema lounge with a massive screen

• Games room with ping pong, foosball, air hockey & arcade games

• High-speed Wi-Fi + Smart TVs throughout the home



Eat, Lounge & Gather:

• Open-concept living room with large Smart TV & cozy seating

• Fully equipped kitchen with modern appliances

• Elegant dining table for group meals + bar seating at the island

• Bright, airy main space perfect for reconnecting after theme-park adventures



Dream Big, Sleep Easy:

Everyone gets their perfect place to recharge — including magical themed rooms the kids will love:



First Floor

• Bedroom 1: Queen bed + 2 Twins (Cars-themed)

• Bedroom 2: King bed | Ensuite



Second Floor

• Bedroom 3: Bunk room – 2 Twins + 2 Fulls (Barbie theme)

• Bedroom 4: Bunk room – 2 Fulls (Pirates of the Caribbean theme)

• Bedroom 5: Bunk room – 2 Fulls (Avatar theme)

• Bedroom 6: Queen bed

• Bedroom 7: Queen bed

• Bedroom 8: King bed | Ensuite

• Bedroom 9: King bed

• Bedroom 10: Bunk room – 2 Twins (Winnie the Pooh theme)

Every room is cozy, comfortable, and designed for rest — with playful touches that make bedtime its own adventure.



Unbeatable location—You’re perfectly placed to enjoy the best of Orlando:

• Minutes to restaurants, groceries & convenience stores

• ≈ 10 mi to Walt Disney World Resort

• ≈ 15 mi Universal Studios

• ≈ 9 mi to Universal Studios Florida

• ≈ 20 mi to Orlando International Airport (MCO



Check-In, Parking & Resort Access

• Gated community with 24/7 security

• Driveway parking + garage parking available

• No street parking permitted in the neighbourhood



As a guest, you’ll enjoy full access to Windsor at Westside Resort, including:

• Massive resort pool & lazy river

• Kids’ splash zone & waterslides

• Tiki bar, cabanas & sun deck

• Volleyball & basketball courts

• Arcade room, activity center & clubhouse lounge

• Fitness center, business center & more

(Please Note: Some amenities or rentals may require an additional fee.)



Why Stay With Us?

We’re experts at delivering unforgettable group getaways. Our homes are clean, spacious, and full of personality — from custom designs to immersive entertainment spaces. We handle the details, so you can focus on fun.



This villa is the perfect blend of comfort, style, and entertainment — designed to bring people together and ensure every day feels special. Book your stay today!



Guest Access:

Parking:

• You may park up to 2 vehicles in the driveway.

• Please do not park on the street, grass, sidewalks, pedestrian walkways, in front of signs, fire hydrants, or neighbours’ driveways to avoid being towed.

• Additional parking is available at the clubhouse if needed.

• Please note: the resort allows a maximum of 5 vehicles per residence.



Property Access:

• Guests will enter the community through a secured, gated entrance monitored by security staff.



Resort Access:

• You’ll enjoy full, complimentary access to all amenities at the Windsor at Westside Resort & Clubhouse.

• Clubhouse hours vary by amenity but generally operate from 9am to 9pm.



The Neighborhood:

Windsor is a friendly, residential neighborhood known for its tree-lined streets and relaxed atmosphere. It’s the kind of place where you’ll see people out for walks, kids playing at nearby parks, and neighbors saying hello as they pass by.



Guests enjoy Windsor because it’s quiet and comfortable while still offering easy access to cafés, casual restaurants, grocery stores, and everyday essentials. The area feels safe and welcoming, making it great for both short visits and longer stays. With convenient public transit and major roads close by, getting around the city is quick and simple.



Getting Around:

Nearby Family Attractions:

• Walt Disney World ~ 10 miles.

• Universal Studios ~ 15 miles.

• Magic Kingdom Park ~ 15 miles.

• EPCOT ~ 15 miles.

• Hollywood Studios ~ 10 miles.

• SeaWorld ~ 16 miles.



Nearby Other Attractions:

• Highlands Reserve Golf Club ~ 3 miles.

• Lake Louisa State Park ~ 13 miles.

• Camping World Stadium ~ 32 miles.

• Orlando Science Center ~ 34 miles.

• Mennello Museum of American Art ~ 36 miles.



Other Things to Note:

• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!

• Please note that washcloths are not provided—kindly bring your own for your stay.



Additional Services:

• Pool and hot tub heating are available upon request and are not included in the booking price. The fee is $45/night per service or $79/night for both, with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.

• Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!

• Rent a Pack 'n play for $39 (one-time fee)

• Rent a highchair for $29 (one-time fee)



House Rules:

1. Parties, events, and smoking/vaping are prohibited in or around our property.

2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover.

3. Outside of service animals, pets are not permitted at this property. Any evidence of pets will result in a fine and/or forfeiture of your full deposit.

4. Firearms and weapons are strictly prohibited on the property.

5. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion.

If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.



Interaction with Guests:

We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.

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About the area

Kissimmee

Kissimmee is home to this holiday home. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Make time for Old Town, or head to an event or a match at ESPN Wide World of Sports Complex.
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 3.4 km
  • Lake Davenport - 4 min drive - 3.7 km
  • beach near Bahama Bay - 4 min drive - 3.7 km
  • Four Corners FC - 5 min drive - 5.7 km
  • Highland Reserve Golf Club - 7 min drive - 7.1 km

Getting around

  • Kissimmee Station - 31 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 43 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬18 min walk
  • ‪Circle K - ‬7 min drive
  • ‪Twistee Treat Berry Town - ‬5 min drive
  • ‪Dutch Bros Coffee - ‬6 min drive

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

9.0/10

Communication

9.0/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Ashley L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is absolutely beautiful! It was clean when we arrived and was easy to check in! There was never nothing to do during our stay! The kids enjoyed the game room, pool table, pool and tub. The host was quick to answer with any concerns. We will definitely keep this house in our books!
Stayed 2 nights in Mar 2026
Response from VrboOwner on 13 Apr, 2026
Thank you for your wonderful review! We're delighted to hear that you found the house beautiful and clean upon your arrival. It’s great to know that the kids had a blast in the game room and enjoyed the pool and tub. We always strive to provide a seamless check-in experience and prompt communication, so we’re glad that we could assist you during your stay. We look forward to welcoming you back for another memorable vacation!
Verified

8/10 Good

Iris P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Unser Aufenthalt war toll, alle waren sehr glücklich. Das Haus entspricht dem Inserat und es war alles sehr sauber. Zwischendrin gab es ein paar kleine Mängel, die gemeldet wurden. Antwort kommt immer unmittelbar. Leider kam jedoch keiner für die Reparatur. Es war für uns nicht schlimm, aber das fand ich etwas schade.Ansonsten hat mit der Agentur alles wunderbar funktioniert
Stayed 10 nights in Apr 2026
Response from VrboOwner on 19 May, 2026
We are happy to hear that your stay with us in Kissimmee was great and that everyone was happy! We take great care to ensure that our home lives up to expectations and is clean, and it's nice to know that this was the case. We apologize for the small defects you have noticed and regret that the repairs could not be carried out in time. Your feedback is important to us, and we will ensure that we respond more quickly to such concerns in the future. It's great to hear that the communication with the agency went smoothly. We hope to welcome you back soon!
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